data_DOQ # _chem_comp.id DOQ _chem_comp.name "(2S,3S,4S)-2-CARBOXY-4-[(1Z,3E,5R)-5-CARBOXY-1-METHYL-1,3-HEXADIENYL]-3-PYRROLIDINEACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H21 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(2S,3S,4S)-3-CARBOXYMETHYL-4-[(1Z,3E,5R)-5-CARBOXY-1-METHYL-HEXA-1,3-DIENYL]-PYRROLIDINE-2-CARBOXYLIC ACID; DOMOIC ACID ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-01-14 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 311.330 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DOQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1YAE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal DOQ OAD OAD O 0 1 N N N -17.229 4.149 12.262 -5.676 -0.677 -0.381 OAD DOQ 1 DOQ CAQ CAQ C 0 1 N N N -17.341 3.091 12.899 -5.410 0.016 0.573 CAQ DOQ 2 DOQ OAG OAG O 0 1 N N N -17.395 3.127 14.133 -6.311 0.181 1.554 OAG DOQ 3 DOQ CAS CAS C 0 1 N N R -17.434 1.730 12.167 -4.066 0.693 0.661 CAS DOQ 4 DOQ CAB CAB C 0 1 N N N -18.822 1.107 12.371 -4.263 2.209 0.730 CAB DOQ 5 DOQ CAK CAK C 0 1 N N N -16.421 0.746 12.740 -3.249 0.347 -0.557 CAK DOQ 6 DOQ CAI CAI C 0 1 N N N -15.157 0.592 12.196 -2.085 -0.279 -0.420 CAI DOQ 7 DOQ CAJ CAJ C 0 1 N N N -14.312 -0.341 12.793 -1.286 -0.616 -1.608 CAJ DOQ 8 DOQ CAP CAP C 0 1 N N N -13.017 -0.597 12.351 -0.078 -1.150 -1.467 CAP DOQ 9 DOQ CAA CAA C 0 1 N N N -12.176 -1.647 13.100 0.686 -1.616 -2.680 CAA DOQ 10 DOQ CAT CAT C 0 1 N N S -12.448 0.176 11.151 0.529 -1.290 -0.095 CAT DOQ 11 DOQ CAL CAL C 0 1 N N N -10.932 0.132 11.169 1.325 -2.608 0.008 CAL DOQ 12 DOQ N N N 0 1 N N N -10.519 0.128 9.757 2.507 -2.268 0.841 N DOQ 13 DOQ CA CA C 0 1 N N S -11.737 0.182 8.931 2.903 -0.914 0.377 CA DOQ 14 DOQ C C C 0 1 N N N -12.114 1.639 8.560 3.719 -0.214 1.433 C DOQ 15 DOQ OXT OXT O 0 1 N N N -11.263 2.537 8.551 3.474 -0.393 2.603 OXT DOQ 16 DOQ O O O 0 1 N N N -13.278 1.909 8.253 4.718 0.608 1.075 O DOQ 17 DOQ CB CB C 0 1 N N S -12.806 -0.445 9.801 1.565 -0.173 0.149 CB DOQ 18 DOQ CG CG C 0 1 N N N -12.697 -1.986 9.745 1.664 0.739 -1.075 CG DOQ 19 DOQ CD CD C 0 1 N N N -13.534 -2.686 8.640 2.628 1.861 -0.788 CD DOQ 20 DOQ OE2 OE2 O 0 1 N N N -14.445 -2.108 8.032 3.023 2.676 -1.779 OE2 DOQ 21 DOQ OE1 OE1 O 0 1 N N N -13.301 -3.871 8.372 3.045 2.028 0.333 OE1 DOQ 22 DOQ HAG HAG H 0 1 N N N -17.481 2.317 14.621 -7.173 -0.253 1.497 HAG DOQ 23 DOQ HAS HAS H 0 1 N N N -17.236 1.920 11.086 -3.546 0.353 1.557 HAS DOQ 24 DOQ HAB1 1HAB H 0 0 N N N -19.638 1.801 12.063 -4.784 2.549 -0.166 HAB1 DOQ 25 DOQ HAB2 2HAB H 0 0 N N N -18.889 0.127 11.844 -4.855 2.459 1.611 HAB2 DOQ 26 DOQ HAB3 3HAB H 0 0 N N N -19.082 1.016 13.452 -3.292 2.699 0.794 HAB3 DOQ 27 DOQ HAK HAK H 0 1 N N N -16.617 0.099 13.611 -3.609 0.609 -1.541 HAK DOQ 28 DOQ HAI HAI H 0 1 N N N -14.837 1.187 11.324 -1.725 -0.540 0.565 HAI DOQ 29 DOQ HAJ HAJ H 0 1 N N N -14.688 -0.907 13.662 -1.683 -0.430 -2.596 HAJ DOQ 30 DOQ HAA1 1HAA H 0 0 N N N -12.743 -2.607 13.134 0.137 -1.345 -3.582 HAA1 DOQ 31 DOQ HAA2 2HAA H 0 0 N N N -11.139 -1.852 12.746 1.667 -1.141 -2.696 HAA2 DOQ 32 DOQ HAA3 3HAA H 0 0 N N N -12.142 -1.378 14.182 0.807 -2.698 -2.639 HAA3 DOQ 33 DOQ HAT HAT H 0 1 N N N -12.879 1.200 11.250 -0.250 -1.257 0.667 HAT DOQ 34 DOQ HAL1 1HAL H 0 0 N N N -10.516 -0.718 11.759 0.725 -3.378 0.494 HAL1 DOQ 35 DOQ HAL2 2HAL H 0 0 N N N -10.468 0.949 11.769 1.640 -2.940 -0.982 HAL2 DOQ 36 DOQ HN HN H 0 1 N N N -9.917 -0.661 9.523 3.246 -2.897 0.566 HN DOQ 37 DOQ HA HA H 0 1 N N N -11.605 -0.348 7.959 3.465 -0.980 -0.554 HA DOQ 38 DOQ HO HO H 0 1 N N N -13.509 2.802 8.026 5.241 1.057 1.753 HO DOQ 39 DOQ HB HB H 0 1 N N N -13.868 -0.260 9.515 1.298 0.407 1.032 HB DOQ 40 DOQ HG1 1HG H 0 1 N N N -12.946 -2.420 10.741 2.020 0.163 -1.929 HG1 DOQ 41 DOQ HG2 2HG H 0 1 N N N -11.627 -2.287 9.658 0.681 1.153 -1.300 HG2 DOQ 42 DOQ HE2 HE2 H 0 1 N N N -14.957 -2.536 7.356 3.642 3.396 -1.595 HE2 DOQ 43 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal DOQ OAD CAQ DOUB N N 1 DOQ CAQ OAG SING N N 2 DOQ CAQ CAS SING N N 3 DOQ OAG HAG SING N N 4 DOQ CAS CAB SING N N 5 DOQ CAS CAK SING N N 6 DOQ CAS HAS SING N N 7 DOQ CAB HAB1 SING N N 8 DOQ CAB HAB2 SING N N 9 DOQ CAB HAB3 SING N N 10 DOQ CAK CAI DOUB N E 11 DOQ CAK HAK SING N N 12 DOQ CAI CAJ SING N N 13 DOQ CAI HAI SING N N 14 DOQ CAJ CAP DOUB N Z 15 DOQ CAJ HAJ SING N N 16 DOQ CAP CAA SING N N 17 DOQ CAP CAT SING N N 18 DOQ CAA HAA1 SING N N 19 DOQ CAA HAA2 SING N N 20 DOQ CAA HAA3 SING N N 21 DOQ CAT CAL SING N N 22 DOQ CAT CB SING N N 23 DOQ CAT HAT SING N N 24 DOQ CAL N SING N N 25 DOQ CAL HAL1 SING N N 26 DOQ CAL HAL2 SING N N 27 DOQ N CA SING N N 28 DOQ N HN SING N N 29 DOQ CA C SING N N 30 DOQ CA CB SING N N 31 DOQ CA HA SING N N 32 DOQ C OXT DOUB N N 33 DOQ C O SING N N 34 DOQ O HO SING N N 35 DOQ CB CG SING N N 36 DOQ CB HB SING N N 37 DOQ CG CD SING N N 38 DOQ CG HG1 SING N N 39 DOQ CG HG2 SING N N 40 DOQ CD OE2 SING N N 41 DOQ CD OE1 DOUB N N 42 DOQ OE2 HE2 SING N N 43 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor DOQ SMILES ACDLabs 10.04 "O=C(O)C(/C=C/C=C(\C1C(C(C(=O)O)NC1)CC(=O)O)C)C" DOQ SMILES_CANONICAL CACTVS 3.341 "C[C@H](\C=C\C=C(\C)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O)C(O)=O" DOQ SMILES CACTVS 3.341 "C[CH](C=CC=C(C)[CH]1CN[CH]([CH]1CC(O)=O)C(O)=O)C(O)=O" DOQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](\C=C\C=C(\C)/[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O)C(=O)O" DOQ SMILES "OpenEye OEToolkits" 1.5.0 "CC(C=CC=C(C)C1CNC(C1CC(=O)O)C(=O)O)C(=O)O" DOQ InChI InChI 1.03 "InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1" DOQ InChIKey InChI 1.03 VZFRNCSOCOPNDB-AOKDLOFSSA-N # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier DOQ "SYSTEMATIC NAME" ACDLabs 10.04 "(3S,4S)-3-(carboxymethyl)-4-[(1Z,3E,5R)-5-carboxy-1-methylhexa-1,3-dien-1-yl]-L-proline" DOQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,4S)-3-(carboxymethyl)-4-[(2Z,4E,6R)-7-hydroxy-6-methyl-7-oxo-hepta-2,4-dien-2-yl]pyrrolidine-2-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DOQ "Create component" 2005-01-14 RCSB DOQ "Modify descriptor" 2011-06-04 RCSB DOQ "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 DOQ "(2S,3S,4S)-3-CARBOXYMETHYL-4-[(1Z,3E,5R)-5-CARBOXY-1-METHYL-HEXA-1,3-DIENYL]-PYRROLIDINE-2-CARBOXYLIC ACID" ? ? 2 DOQ "DOMOIC ACID" ? ? ##